GB560699A - New substituted ureas - Google Patents
New substituted ureasInfo
- Publication number
- GB560699A GB560699A GB1426642A GB1426642A GB560699A GB 560699 A GB560699 A GB 560699A GB 1426642 A GB1426642 A GB 1426642A GB 1426642 A GB1426642 A GB 1426642A GB 560699 A GB560699 A GB 560699A
- Authority
- GB
- United Kingdom
- Prior art keywords
- bis
- dicarboxylic
- ethylenediamine
- prepared
- diamine
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/04—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms
- C07C275/06—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton
- C07C275/14—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton being further substituted by nitrogen atoms not being part of nitro or nitroso groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Bis-ureas, useful as respiratory stimulants, of the formula X-CO-NR-A-NR1-CO-X (X is the secondary amino group corresponding to a dialkylamine or heterocyclic secondary amine XH of molecular weight not exceeding 120, R and R are alkoxyalkyl groups which jointly contain not more than 12 carbon atoms and A an alkylene chain of 2-6 carbon atoms which may bear one or more alkyl, alkoxy, or alkoxyalkyl substituents or a group consisting of two such alkylene chains united by -O-, -S-, -NH-, or -N.Alkyl-) are prepared by reaction of a diamine RNH-A-NHR1 with two molecular proportions of a carbamyl chloride X-CO-Cl, or two molecular proportions of phosgene to form the bis-carbamyl chloride Cl-CO-NR-A-NR1-CO-Cl which is then combined with two molecular proportions of an amine XH. Examples give the preparation of NN1 - bis(b - methoxyethyl)-ethylenediamine-NN1-dicarboxylic bis-diethylamide, NN1 - bis(isopropyloxyethyl) - ethylenediamine - NN1 - dicarboxylic - bis - dimethylamide, NN1 - bis - (b - ethoxyethyl) - hexamethylene diamine - NN1 - dicarboxylic bis - dimethylamide, NN1 - bis - (b - methoxyethyl)-ethylenediamine - NN1 - dicarboxylic bis - piperidide, NN1 - bis(b -ethoxyethyl) - ethylenediamine - NN1 - dicarboxylic bis - piperidide, NN1 - bis(isopropyloxyethyl) - ethylenediamine-NN1 - dicarboxylic dimorpholide, NN1 - bis - (b - n - butoxyethyl) - 2 - ethoxy - trimethylene diamine - NN1 - dicarboxylic dimorpholide. NN1 - bis(b - methoxyethyl) - ethylenediamine is obtained by reacting ethylene dibromide with an excess of aqueous b -methoxyethylamine which is prepared by the catalytic hydrogenation of methoxyacetonitrile in presence of Raney nickel. NN1 - di - (b - n - butoxyethyl) - 2 - ethoxy - trimethylene diamine is obtained by interaction of ethyl-b b 1-dichloroisopropyl ether (prepared by interaction of glycerol dichlorohydrin, ethyl iodide and silver oxide) and an excess of aqueous b -n-butoxyethylamine (prepared by catalytic hydrogenation of n-butoxyacetonitrile. NN1 - bis - (b - ethoxyethyl) - hexamethylene diamine is prepared by interaction of hexamethylene dibromide and an excess of aqueous b - ethoxyethylamine (prepared by catalytic hydrogenation of ethoxyacetonitrile. Specification 560,698 is referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1426642A GB560699A (en) | 1942-10-12 | 1942-10-12 | New substituted ureas |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1426642A GB560699A (en) | 1942-10-12 | 1942-10-12 | New substituted ureas |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB560699A true GB560699A (en) | 1944-04-17 |
Family
ID=10038041
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1426642A Expired GB560699A (en) | 1942-10-12 | 1942-10-12 | New substituted ureas |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB560699A (en) |
-
1942
- 1942-10-12 GB GB1426642A patent/GB560699A/en not_active Expired
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